$128 Find Cheap Flights from Caribbean Islands to Louisville

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Louisville departing on 3/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$260
Typical prices: $306-$496
American Airlines
Fri 5/1Wed 5/6
SJU - SDF • 1 stop
Cheapest one-way
$128
Typical prices: $115-$226
Delta
Thu 3/26
SJU - SDF • 1 stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Louisville

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Louisville that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Caribbean Islands to Louisville

Fri, May 1 - Wed, May 6
American Airlines Logo
11:59 pm - 10:15 am
SJU
-
SDF
10h 16m
1 stop
American Airlines Logo
7:33 am - 6:10 pm
SDF
-
SJU
10h 37m
2 stops
$260American Airlines
Tue, Apr 14 - Thu, Apr 23
American Airlines Logo
6:00 am - 10:31 pm
SJU
-
SDF
16h 31m
1 stop
American Airlines Logo
7:52 pm - 10:48 am
SDF
-
SJU
14h 56m
1 stop
$261American Airlines
Wed, Mar 4 - Mon, Mar 9
Delta Logo
3:55 pm - 11:58 pm
SJU
-
SDF
9h 03m
1 stop
Delta Logo
5:35 pm - 11:15 pm
SDF
-
SJU
5h 40m
1 stop
$296Delta
Tue, Mar 3 - Sat, Mar 7
Multiple Airlines Logo
5:25 pm - 12:21 pm
SJU
-
SDF
19h 56m
1 stop
Multiple Airlines Logo
12:00 pm - 11:13 pm
SDF
-
SJU
10h 13m
1 stop
$359Multiple Airlines
Tue, Mar 3 - Sat, Mar 7
Multiple Airlines Logo
6:27 pm - 12:21 pm
SJU
-
SDF
18h 54m
2 stops
Multiple Airlines Logo
12:00 pm - 11:13 pm
SDF
-
SJU
10h 13m
1 stop
$372Multiple Airlines
Tue, Mar 17 - Tue, Mar 24
Spirit Airlines Logo
12:05 pm - 11:14 am
SJU
-
SDF
23h 09m
3 stops
Spirit Airlines Logo
12:42 pm - 6:55 pm
SDF
-
SJU
6h 13m
1 stop
$377Spirit Airlines
Wed, Apr 1 - Wed, Apr 8
United Airlines Logo
1:35 pm - 9:25 am
GCM
-
SDF
18h 50m
2 stops
United Airlines Logo
7:20 am - 12:30 pm
SDF
-
GCM
30h 10m
2 stops
$428United Airlines
Mon, Mar 30 - Sat, Apr 25
United Airlines Logo
1:35 pm - 4:41 pm
GCM
-
SDF
26h 06m
2 stops
United Airlines Logo
7:20 am - 3:05 pm
SDF
-
GCM
8h 45m
2 stops
$483United Airlines
Wed, May 20 - Wed, May 27
Spirit Airlines Logo
3:27 pm - 2:27 pm
STI
-
SDF
23h 00m
1 stop
Spirit Airlines Logo
12:36 pm - 2:22 pm
SDF
-
STI
25h 46m
2 stops
$505Spirit Airlines
Sat, Mar 28 - Sat, Apr 25
Delta Logo
12:09 pm - 9:15 pm
GCM
-
SDF
8h 06m
1 stop
Delta Logo
6:00 am - 12:00 pm
SDF
-
GCM
7h 00m
1 stop
$550Delta
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$128
Best time to beat the crowds with an average 33% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from San Juan to Louisville

FAQs for booking flights from Caribbean Islands to Louisville

  • How does KAYAK find such low prices on flights from Caribbean Islands to Louisville?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean Islands to Louisville.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean Islands to Louisville?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Louisville from Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean Islands to Louisville?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Louisville with an airline and back to Caribbean Islands with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean Islands to Louisville?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Louisville from Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Caribbean Islands to Louisville

 
Need help choosing which airline to fly with from Caribbean Islands to Louisville? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11294 reviews
6.9Entertainment
6.4Food
7.5Boarding
7.2Comfort
8.0Crew
Airline reviews

The smell from the bathroom kept wafting through the cabin. It made people sick.

4.0 OkayAnonymous, Feb 2026
MIA - JFK
Read more American Airlines reviews

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The seats are too uncomfortable for anyone over 5ft 8in. I'm 5'10" with a back and hip issue and I was in pai for the full duration of the flight.

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